These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromobenzonitrile, its application will become more common.
Related Products of 97165-77-0,Some common heterocyclic compound, 97165-77-0, name is 3,5-Dibromobenzonitrile, molecular formula is C7H3Br2N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 79 3-(2′-amino-1^2,2-trimethyl-5′-oxo-r,5′-dihydrospiro[chroman-4,4′-imidazole]-6-yl)-5- bromobenzonitrileA resealable glass pressure tube was charged with 2′-amino-l’,2,2-trimethyl-6-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)spiro[chroman-4,4′-imidazol]-5′(rH)-one (50 mg, 0.13 mmol), 3,5-dibromobenzonitrile (34 mg, 0.13 mmol), dichloro[l, -bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (5.3 mg, 0.0065 mmol), 20% aqueous Na2C03 (241 mu., 0.45 mmol), and 1 ,4-dioxane (1.3 mL, 0.13 mmol). The reaction mixture was sparged with N? for 5 minutes, capped, stirred at 90C for 2 hours and allowed to cool to room temperature. The mixture was then diluted with EtOAc ( 10 mL) and washed with water (2 mL). The organic layer was separated, dried (MgS04), filtered and concentrated in vacuo. The residue obtained was purified by flash chromatography on silica gel (Biotage Flash 40S+) eluting with 5% MeOH/DCM. The product isolated was triturated with EtOAc. The solid formed was filtered, washed with additional EtOAc (2 X 1 mL) to provide 3-(2′-amino-r,2,2-trimethyI-5′-oxo- ,5′- dihydrospiro[chroman-4,4′-imidazole]-6-yl)-5-bromobenzonitrile ( 12 mg, 21% yield) as a solid. ‘H NMR (400 MHz, (CD3)2SO) delta 8.05 (s, 1H), 7.97 (s, 2H), 7.54 (d, J=7.04Hsz, 1H), 6.99 (s, 1 H), 6.88 (d,J=8.61Hz, 1H), 6.52 (br s, 2H), 3.05 (s, 3H), 2.19 (d, J=14.08 Hz, 1H), 1.82 (d, J=14.08 Hz, 1H), 1.43 (s, 3H), 1.39 (s, 3); LCMS (APCI+) m/z 439, 442 (M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromobenzonitrile, its application will become more common.
Reference:
Patent; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
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